30 Times Celebrities Wore the Most Uncomfortable-Looking Shoes Ever

by Alex Warner / Thursday, 17 May 2018

Every pair of heels Lady Gaga has ever worn.

Jennifer Hudson

The singer walked the 2014 People's Choice Award red carpet in a pair of strappy sandal heels that were
noticeably crushing her pinky toes. And it looks like there is barely any sole to support her feet. Yikes!
Lady Gaga

In 2011, the Queen of uncomfortable shoes
wore 24-inch platform...heels?...to the CFDA
Awards.
Angelina Jolie

Shoe designer Christian Louboutin created a pair of heels that were inspired by Angelina Jolie's role
in the Disney movie Maleficent, and she wore them to a London photo call for the movie. The heel is
sculpted to look like one of of Maleficent's horns.
Bella Hadid

Just a few hours after she rocked a dominatrix-y,
latex gown and 10-pound veil at the Met Gala, Bella
Hadid showed up at the after party in a pair of
open-toed mules that appear incredibly hard to
walk in. It looks like Hadid is scrunching her toes in
an effort to keep them from sliding off. Guess
she's comfortable with uncomfortable clothing.
Princess Beatrice

Princess Beatrice had a small shoe mishap at
the Met Gala this year. Her heels were so slim,
one got caught in a street grate. That's one way
to twist an ankle in a pair of heels.
Kate Middleton

Beatrice's cousin-in-law, Kate Middleton has also
experienced some heel difficulties. Though her
shoes don't look that uncomfortable to wear, the
position her foot got caught in does. If anything,
Kate is the Queen of heel-wearing—she can even
throw a pair on hour after giving birth.
Kim Kardashian

While she was in the final trimester with her and
Kanye West's first daughter, North, Kim Kardashian
wore a pair of very high heels with with criss-crossing
straps to promote the Kardashian Kollection at
Sears. Later, when she took the shoes off,
she revealed just how badly the straps were cutting
of her circulation.
Sarah Jessica Parker

The Sex and the City star wore a pair of Louis Vuitton
lion heels to the film presentation of I Don't Know
How She Does It at the Ritz Carlton hotel—and really,
we don't know how she does it wearing those
pumps. Wondering what's it's like to walk around
like a lioness? Uncomfortable.
Lady Gaga

Yes, here's Lady Gaga again, because the
Alexander McQueen Armadillo shoes she wore
to the 2010 VMS's look extremely painful to put on,
let alone walk in. You know when ballerinas wear
pointe shoes and dance on their toes? That's what
we imagine wearing these heels would be like. Also,
let it be noted that these heels are almost
one-foot tall.
Daphne Guinness

Fashion designer Daphne Guinness loves to wear
Gaga-like shoes. Her sparkly, purple boots
are noticeably missing one important part: a heel.
Yes, Guinness actually walked around in a pair of
shoes that was all platform, no heel, which
looks extremely difficult if you ask us.
Aubrey Plaza

When Aubrey Plaza looked back at the camera,
it became very noticeable that her heels didn't
fit. But, apparently a lot of celebrities choose
to wear shoes that are just a little too big to
help prevent blisters, and to stop their feet from
swelling. Walking around in shoes that might fall off
sounds pretty uncomfortable, but swollen feet and blisters
do, too. So, wash.
Rashida Jones

Poor Rashida Jones' pinky toes didn't quite fit properly in the shoes she wore to the
Film Independent Spirt Awards in 2013. Instead of wearing shoes that were too big, it seems
like she walked out in a pair that were too small.
Julianne Moore

Here, at the 2013 Cannes Film Festival, Julianne Moore's heels fit so poorly that somehow
her pinky toe managed to slip out of the metallic, silver straps.
Lady Gaga

You had to have known Lady Gaga was going to be in
here not once, not twice, but three times (at least).
Who could forget when the singer attended the 2010
VMAs wrapped completely in raw meat? It doesn't seem
like the most breathable material, so surely her
meat-and-butcher's twine platforms weren't comfortable.
Alysia Reiner

The Orange is the New Black star rolled up to the Young Hollywood Awards in 2014 wearing a
pair of strappy heels that looked like they were squishing her pinky toes. Ouch!
Holly Madison

The New York Times best selling author and former
Playmate wore a pair of pumps to a dog show in
2013, just a few months after giving birth. If you look closely,
her very high Charlotte Olympia “Cherie” heels are
sculpted to looks like pink poodles, which is cute, but they
don't look too fun to walk around in.
Jennifer Lawrence

During The Hunger Games: Catching Fire premiere in
New York, Jennifer Lawrence wore a pair of heels that
were too big, and it looks like her feet were
sliding around in the shoes. That's probably not
good for the ankles.
Kim Kardashian

The Keeping Up with the Kardashians star debuted a
pair of thigh-high, clear, plastic boots in 2016. The
see-through boots were from Kanye West's Yeezy
Season 4 collection. While she might be supporting
(or promoting) her husband's brand, she's
not making us think these shoes are easy to walk in.
Jessica Alba

Jessica Alba took a misstep while attending a Dior show during Paris Fashion Week
in 2011, maybe due to the fact that the heel of the shoe appears to have very little support.
The design of her white open-toed pumps seems very easy to twist an ankle in.
Katy Perry

Can you find Katy Perry's pinky toes? Nope, because
they aren't visible in the shoes she wore to the 2013
MTV EMAs in Amsterdam. That just seems
downright painful.
Lady Gaga

And here she is again for a fourth (and final) time,
because we couldn't not acknowledge how awful
these heels look to walk around in. But if anyone
can manage, it's Lady Gaga.
Rosie Huntington Whiteley

The model-slash-actress-slash-businesswoman was
spotted walking barefoot, carrying her very
high-looking heels during a Transformers 3 press
conference. Everyone's feet need a little
break sometimes.
Kim Kardashian

Kim Kardashian is in here a lot, too, because
she's always rocking heels—no matter how badly
they may hurt her feet. While she was pregnant
with baby Saint, she was spotted in a pair of Yeezy
Season 2 clear pumps that looked like the heel was
about to snap.
Taylor Schilling

At the 2012 European premiere of The Lucky One, alongside her co-star Zac Efron,
the actress wore a pair of clear heels, that were noticeably steamy.
Hot feet never equal happy feet.
Taylor Swift

T. Swift knows when to shake them off. During
the 2008 CMT Awards, the Reputation singer got
a little more comfortable and kicked off her
metallic, fuchsia heels.
Daphne Guinness

Remember Lady Gaga's armadillo heels from earlier?
Well, Daphne Guinness wore a very similar pair to
a 2009 NARS launch party. Not the first pair of shoes
we'd pick.
Marion Cotillard

The French actress wore a pair of Dior pumps during the Bike In Style Challenge
winner announcement and awards ceremony. Surely, she wouldn't bike in these shoes
with heels sculpted to look like goddesses?
Lea Seydoux

The French actress attended the 26th annual
Cabourg Romantic Film Festival in a pair of classic red
pumps—but she, too, followed the time-old
Hollywood "tradition" of wearing a heel a size too big. How?
Jeann Marsh

Even in 1953, classic stilettos were a pain to walk in,
as model and dancer Jeann Marsh so clearly
demonstrated in this photo. Little did she know,
the shoes were only going to get more uncomfortable
from here.
Pamela Anderson

While walking Central Park with her son,
Pamela Anderson reportedly stopped to play soccer
with him, which she couldn't do while wearing
these heels.

What’s that old axiom? Ahh, yes, the cuter the shoe, the harder it is to walk in. Celebrities feel your pain, literally. Just yesterday Kristen Stewart removed her shoes on the Cannes red carpet and went the rest of the way barefoot. Who among us hasn’t done the same? Click through to see your favorite stars wearing some of the world’s most uncomfortable-looking shoes to ever exist.